CAT No: CP27607
CAS No:95105-25-2
Synonyms/Alias:95105-25-2;Boc-N-Me-Tyr.DCHA;Dicyclohexylamine(S)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxyphenyl)propanoate;boc-n-me-tyr-oh.dcha;PubChem20979;Boc-N-Me-Tyr-OHCHA;MolPort-006-701-284;CB-1690;AK-50263;ST2412799;FT-0696212;N-Boc-N-methyl-L-tyrosinedicyclohexylammoniumsalt;I14-33241
Boc-N-Me-Tyr-OH · DCHA is a protected tyrosine derivative featuring an N-Boc group on the amino terminus and an N-methyl substitution that modulates backbone reactivity during peptide assembly. The presence of the DCHA counterion improves handling and formulation for synthetic workflows, while the phenolic side chain of the tyrosine scaffold provides a chemically distinct functional handle for downstream derivatization or controlled protection strategies in peptide synthesis. This reagent is typically selected by peptide chemistry groups and medicinal chemistry teams building tyrosine-containing sequences where controlled coupling behavior and reliable intermediate performance are important.
1. Peptide Synthesis Building Block
Boc-N-Me-Tyr-OH · DCHA is used as an amino acid building block for constructing tyrosine-containing peptides in custom peptide synthesis and research-scale library production. The Boc-protected, N-methylated backbone is particularly valued when developers want to tune amide formation and reduce undesired reactivity associated with free amino functionality during segment condensation or stepwise assembly. Peptide chemists commonly incorporate this unit into solution-phase or protected-segment workflows where the tyrosine side chain is carried through as a functional aromatic group for later modification or for maintaining native-like side-chain chemistry in the assembled sequence.
2. Medicinal Chemistry Peptidomimetic Design
Boc-N-Me-Tyr-OH · DCHA supports medicinal chemistry programs that develop peptidomimetics and constrained analogs where N-methylation is used to influence backbone conformation and amide hydrogen-bonding patterns. Researchers assembling lead optimization series often rely on this protected tyrosine derivative to introduce a defined tyrosine motif with controlled synthetic behavior, enabling consistent analog generation for structure-activity relationship studies. The reagent's protected amino functionality and side-chain aromatic platform make it a practical intermediate for preparing analogs that include tyrosine-derived pharmacophore elements while maintaining a workflow-friendly protected form for iterative synthesis.
3. Pharmaceutical Intermediate Development
Boc-N-Me-Tyr-OH · DCHA is frequently handled as a key protected intermediate for downstream synthesis of tyrosine-based fragments used in larger molecule assembly. Process chemistry and intermediate development teams value the Boc protection for managing reactivity during multi-step coupling and functional group sequencing, while the DCHA salt form supports practical isolation and weighing in batch workflows. In this context, the reagent is selected to deliver a defined N-methyl tyrosine unit into subsequent transformation steps that build toward final peptide-like intermediates, conjugation-ready fragments, or other tyrosine-containing scaffolds used in research and specialty chemical manufacturing.
4. Analytical Reference Intermediate Preparation
Boc-N-Me-Tyr-OH · DCHA is also used by analytical and method-development laboratories as a defined protected tyrosine intermediate for reference material preparation and identity confirmation during synthetic process monitoring. The fixed protecting-group pattern and N-methyl substitution provide a consistent chemical signature that can be used to validate derivatization steps, confirm intermediate formation, and support method qualification for LC-based workflows. Teams performing impurity profiling or intermediate characterization often choose this reagent because its protected, salt-associated form aligns with the same chemical form encountered during peptide-fragment preparation and subsequent analytical sampling.
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